Sodium hydride → HCID 13267812, compound

HRID 1903045Notes

Reaction equation

HRID 1903045 reaction equation
[H-].[Na+].[F:3][C:4]([F:29])([F:28])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]1[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:15]([CH3:22])[NH:14][N:13]=[C:12]1[C:23]([O:25][CH2:26][CH3:27])=[O:24].[H][H].Cl[CH2:33][CH2:34][N:35]1[CH2:40][CH2:39][O:38][CH2:37][CH2:36]1>CN(C=O)C.C1(C)C=CC=CC=1>[F:29][C:4]([F:3])([F:28])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]1[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:15]([CH3:22])[N:14]([CH2:33][CH2:34][N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[N:13]=[C:12]1[C:23]([O:25][CH2:26][CH3:27])=[O:24]

Participants

7

Reactant 4

HCID 24758Sodium hydrideHCID 767274-(2-Chloroethyl)morpholineHCID 13267811HCID 13267811, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13267812HCID 13267812, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Procedure

To a slurry of sodium hydride (2.6 g.; 55 mmole; 50:50 oil dispersion) in dry, distilled DMF (50 ml) under nitrogen atmosphere is added a solution of diethyl 1,4-dihydro-4-(2-trifluoromethylphenyl)-6-methyl-3,5-pyridazine dicarboxylate (19.9 g.; 50 mmole) in DMF (125 ml). After hydrogen bubbling ceases, the reaction mixture is warmed in a water bath for 1/2 hour, and a toluene (200 ml) solution of N-(2-chloroethyl)morpholine (60 mmole) is added dropwise. The reaction mixture is stirred at 110°-115° for 4 hours.

Workup

  1. distillationdistilled DMF (50 ml) under nitrogen atmosphere

Sources & evidence

ORD record
ord-22077bf446484ef4be2e9591c331ccf6
Source dataset
uspto-grants-1984_03
Patent number
US04435395

Reaction notes

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